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Hidden Alleyways and Historic Sites Small-Group Walking Tour

Recommended by 98% of travelers
Charleston, USA
Very popular!
5+ bookings in the past 6 hours.
  • 2 hours (approx.)
  • Mobile ticket
  • Offered in: English

Why travelers loved this

4.9
·
· Angella_E ·
Mar 2026
We enjoyed a beautiful day with our small group and our well versed Charleston native guide, Evans. I learned a great deal about the resilient, African American leaders, innovators and politicians who built the city and made it the important landmark it is today. We also learned about the architecture, flora and fauna of the region, all told through memorable storytelling. Highly recommend.
· Barbara_P ·
Mar 2026
Worth every penny! Small group. Experienced tour guide. Beautiful homes. Hidden lanes. Highly recommend!

Overview

Travel back in time to discover one of America’s most historic cities—Charleston, South Carolina—on this guided small-group walking tour. Explore some of the city’s most enchanting alleys and hidden passages. Visit the Old Exchange and Provost Dungeon, a colonial building with a 300-year history; Rainbow Row, the longest cluster of Georgian row houses in the United States; plus historic Philadelphia Alley, and many more.
  • Visit one of America’s most historic cities
  • Enjoy an historic walking tour of Charleston
  • Visit the city’s most enchanting alleys and hidden passages
  • Small group ensures personal attention

What's Included

  • Alleyways & Historic Sites Guided Walking Tour of Charleston
  • Small-Group for a more personalized experience
  • Go "off the beaten path" and explore the history and beauty of Charleston's enchanting alleyways
  • Professional and Licensed Local Guide
  • Learn about the history and events that shaped Charleston
  • Explore several alleys and popular points of interest like Rainbow Row
  • Stroll through the quaint and charming streets of the historic district
  • Gratuities

Meeting and Pickup

Meeting point

  • 122 E Bay St, Charleston, SC 29401, USA

    Please meet your tour guide on the North side of the Old Exchange Building where the benches are.

End point

This activity ends back at the meeting point.

Itinerary

This guided, narrated, educational tour of historic Charleston, South Carolina begins at the north side of the Old Exchange and Provost Dungeon, a colonial building with a 300-year history featuring pirates, patriots and presidents alike, located at 122 East Bay Street.

Visit the city’s oftentimes forgotten alleys and hidden passages that barely pass for streets at all. See points of interest like Rainbow Row, the longest cluster of Georgian row houses in the United States, the Heyward-Washington House museum and much more, including St. Philip's Episcopal Church.

Learn about Revolutionary and Civil War facts and anecdotes while you explore. End your tour near the starting point.
1

Old Exchange & Provost Dungeon

10 minutesAdmission Ticket Not Included

2

South of Broad

30 minutesAdmission Ticket Free

3

Rainbow Row

10 minutesAdmission Ticket Not Included

4

French Quarter

30 minutesAdmission Ticket Free

5

Philadelphia Alley

10 minutesAdmission Ticket Not Included

Additional Info

  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Children must be accompanied by an adult
  • Operates in all weather conditions, please dress appropriately
  • Stroller accessible
  • Service animals allowed
  • Near public transportation
  • Most travelers can participate
  • Water bottle recommended
  • Comfortable shoes recommended
  • This tour/activity will have a maximum of 13 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)
Gallery picture 2 (from a traveler's review)
Gallery picture 3 (from a traveler's review)
Gallery picture 4 (from a traveler's review)
Gallery picture 5 (from a traveler's review)

Reviews

4.9
based on 2,430 reviews
Total reviews and rating from Viator & Tripadvisor

Guided Hidden Alleyway Tour

Nancy_D, Apr 2026
Duggar was an excellent guide and great historian for the area. The alleyway homes were beautiful with lovely stories behind their existence. Great opportunity to walk the city. Thank you.

Explore the hidden gems of Charleston

Cynthia_W, Apr 2026
Great walking tour with Captain Bob! He was informative and entertaining, adding personal insights to the buildings and architecture. We would never have been able to find all these places ourselves. Well worth taking the tour!

Captain Bob was a...

Cara_D, Apr 2026
Captain Bob was a pleasure to spend the morning with! Laid-back and full of knowledge of a plethora of subjects not found on the regular tours! Highly recommend.

Very informative and fun tour about the people, history and homes of Charleston

Tania_M, Apr 2026
Very informative tour about the people and homes of Charleston. Bruce was exellent! Would highly recommend.

Great small group tour for an intro to Charleston

helen_d, Apr 2026
In a little more than 2 hours, you will get a very nice introduction to Charleston and a chance to explore some hidden passageways that you might not find on you own (or might not think to walk down them). Jim B was a great guide, he has a pleasant manner and nice sense of humor and lots of information and stories to share to provide good context for the sights you’re seeing. We highly recommend this small group tour - especially if it’s your first visit to Charleston.

Our guide Bruce was...

Astrid_L, Apr 2026
Our guide Bruce was incredibly knowledgeable with great local stories. His family has been living here for many generations and he provided great insight and history of the area. And such a beautiful city to boot!

This was a great tour!!...

Lisa_S, Apr 2026
This was a great tour!! Loved all the historical background. It was a great view of the architecture and gardens!

Quick and simple exposure to South Carolina history

Migdalia_G, Apr 2026
It was a great walking tour. Had to see some great sites and learn about some history and about the structure and construction of the town. Also got to see rainbow Road and some historical sites.

Fantastic tour, equally great guide.

David_G, Apr 2026
We had Coach Baucom as our guide. An excellent experience all around. Not only did he give you the history of the Charleston he pointed out the small details you would have overlooked (i.e. predated headstone). Duggar also gave you alot of recent history information about the properties in town. We even met and conversed with one of the locals. Overall, most highly recommended.

Fantastic Tour

Sarah_W, Apr 2026
The most informative, and interesting, tour I’ve ever been on. It was fantastic and I would do it again in a heartbeat!

Great tour!

shannon_c, Apr 2026
Jim was fantastic. He told great stories and shared so many great stories and locations. Ut was so interesting and I would do it again!

The guide was so...

Lori_T, Apr 2026
The guide was so knowledgeable about the houses and the areas that were important. He knows a lot of the people who live in the houses that we walked by and he talked about which made it more personable.

Very much a...

Theresa_L, Apr 2026
Very much a behind-the-scenes tour of Charleston with this specific guide who had grown up there. Such fun!

Thanks Chris!

Lisa_M, Apr 2026
Chris was a fantastic guide. He was full of knowledge and enthusiasm for the city of Charleston. He was quite the local character, greeting others as we wandered and introducing our group to his beloved home.

Off the Beaten Path

Susan_G, Apr 2026
Great walk down alleys and back streets in historic Charleston. Guide covered architecture, history, destruction and reconstruction, climate, traditions, and recommendations for food, museums and options to explore more of Charleston

Great tour! We highly recommend!

Elisabeth_R, Mar 2026
We loved this walking tour and Evans gave us a wonderful experience. The depth of his knowledge was so impressive and it was amazing to learn that his family has a 300-year history in Charleston.

Nigel the dog!

Angelo_G, Mar 2026
Our tour guide, Dugger was everything we wanted. He was informative, intelligent, engaging, and at the same time he interspersed the tour with interesting facts. The most important fact is that he didn’t flood our minds with too much information. He was also very kind to my dog Nigel. He ended the tour with a link to his crew’s recommendations on museums, points of interest and restaurants. Thank you Angelo and Ann

Learn about the history of Charleston and see the hidden gems inside

Danielle_J, Mar 2026
Great history and Coach was the best tour guide ever! Enjoyed the walk at a nice pace. Beautiful buildings. Great opportunity for pics!

Walking tour

melli35, Mar 2026
It was very informative, beautiful architecture and alleyways. our guide Duggar was very friendly and knowledge. Would recommend

Paul is a great host and...

Martine_P, Mar 2026
Paul is a great host and tour guide. He really knows the history behind some of the most iconic places in Charleston. It was such a pleasure being with everyone and getting to experience Charleston.

Fantastic knowledgeable guide

yuenharris, Mar 2026
So much to learn about Charlestons history that’s succinctly summarized by our guide Evan’s who’s friendly and very well read

Energetic, enthusiastic,...

Wayne_S, Mar 2026
Energetic, enthusiastic, charismatic, and very knowledgeable guide with gift of story telling. A very delightful tour.

Charm, History, and a Great Walk

Jeanette_D, Mar 2026
We had such a wonderful walking tour in Charleston! Our guide Mark was incredibly knowledgeable and brought the city’s history to life with fascinating stories, fun facts, and a great sense of humor. It felt like strolling through Charleston with a very well-informed friend. We explored beautiful streets, historic homes, and hidden alleyways. The pace was perfect, and we learned so much about Charleston’s history, architecture, and culture. This walking tour has to be one of the best ways to truly experience the charm and character of this amazing city.

Great experience! Dave...

Ellen_G, Mar 2026
Great experience! Dave was awesome! He was extremely knowledgeable about Charleston and gave us a fun tour.

Great tour! Our guide...

Andrea_Y, Mar 2026
Great tour! Our guide David was from Charleston which made the tour extra special. Loved hearing his stories about growing up in Charleston.

Lovely tour of charleston.

Amy_K, Mar 2026
Great tour and lots of interesting history. Highly recommend. Paul was a great guide. So many interesting stories and fantastic architecture.

Hidden Gems and Unicorns

Cindy_C, Mar 2026
An informative tour of Charleston. If you want to gain some perspective on the history of Charleston from the time of being Charleston City to Charleston, this is a your tour. David, our guide, is native to Charleston and shared personal perspectives of the city that made the tour special. We gained an appreciation of the history, architecture and explored a number of hidden streets and alleyways that a tourist would not find on their own. I highly recommend as an introductory tour of the city.

Amazing walking tour of alley ways

Jeannette_B, Mar 2026
Amazing and beautiful walking tour of alley ways of the city. Our tour guide was an accomplished historian who was so knowledgeable and had so many interesting stories to tell. He really made the tour great!

Very much worth it.

Ray_K, Mar 2026
It is very informative with knowledgeable guides. It takes about 2 hours and your on your feet the entire time.

Our small group tour was...

Jenna_M, Mar 2026
Our small group tour was fantastic! Evans was extremely knowledgeable about everything in Charleston from the history to local flora and fauna. We learned so much and had a great time wandering the hidden alleyways. Definitely recommend booking with Evans!

From $34.00

per person

up to 24 hours before the experience starts (local time)

Book ahead!
On average, this is booked 19 days in advance.

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